We demonstrate here an efficient and facile Ni-catalyzed electrochemical cross-electrophile thiolation approach for readily available alkyl alcohols with pyridyl thioesters. This C(sp)-S bond-forming modular strategy displays extensive substrate adaptability and good functional group tolerance, which allows the production of a range of alkyl sulfides with specific chemoselectivity. Furthermore, the potential applications of this methodology are illustrated by last-stage modification of bioactive molecules and sulfinylative cross-couplings. Preliminary mechanistic experiments support a radical process.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.4c04665 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Nickel-Catalyzed Electroreductive Sulfuration of Alkyl Alcohols with Pyridyl Thioesters.
Org Lett
January 2025
School of Pharmacy, Hangzhou Normal University, Hangzhou, Zhejiang 311121, P. R. China.
We demonstrate here an efficient and facile Ni-catalyzed electrochemical cross-electrophile thiolation approach for readily available alkyl alcohols with pyridyl thioesters. This C(sp)-S bond-forming modular strategy displays extensive substrate adaptability and good functional group tolerance, which allows the production of a range of alkyl sulfides with specific chemoselectivity. Furthermore, the potential applications of this methodology are illustrated by last-stage modification of bioactive molecules and sulfinylative cross-couplings.
View Article and Find Full Text PDFAn efficient direct electrolysis method for the synthesis of 1,1,1,3,3,3-hexafluoroisopropyxy substituted imidazo[1,2-]pyridines.
Org Biomol Chem
January 2025
Key Laboratory of Green Chemical Process of Ministry of Education, Hubei Key Laboratory of Novel Chemical Reactor and Green Chemical Technology, School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430073, P.R. China.
Electrochemical oxidative cross-dehydrogenative-coupling (CDC) is an ideal strategy to conduct the C3-alkoxylation of imidazo[1,2-]pyridine, but it remains a challenge owing to limitation imposed by the use of alkyl alcohols and carboxylic acids. Herein, we report a mild and efficient 2-electrode constant-potential electrolysis of imidazo[1,2-]pyridine with hexafluoroisopropanol (HFIP) to produce various imidazo[1,2-]pyridine HFIP ethers. Mechanistic studies indicated that the electrooxidation reaction might involve radical coupling and ionic reaction.
View Article and Find Full Text PDFAtmospheric oxygen mediated oxidation coupling of primary and secondary alcohols: synthesis of pyrazolo[1,5-]pyrimidines.
Org Biomol Chem
January 2025
Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou, Zhejiang 310018, P. R. China.
An atmospheric oxygen-mediated oxidative coupling of primary and secondary alcohols for the synthesis of nitrogen-containing heterocycles has been developed. This method utilizes atmospheric oxygen as the sole, environmentally friendly oxidant to convert a variety of alkyl and aromatic primary alcohols into aldehyde equivalents, avoiding over-oxidation to carboxylic acids. Notably, these mild oxidation conditions are compatible with both primary and secondary alkyl alcohols as substrates.
View Article and Find Full Text PDFAnchoring Ag(I) into MOF-253 for Effectively Catalyzing Cycloaddition of CO with Alkynyl Alcohols/Amine under Ambient Conditions.
Inorg Chem
January 2025
Inner Mongolia Engineering Research Centre of Lithium-Sulfur Battery Energy Storage, Inner Mongolia Key Laboratory of Solid State Chemistry for Battery, College of Chemistry and Materials Science, Inner Mongolia Minzu University, Tongliao 028000, People's Republic of China.
In the era of global warming, the conversion of carbon dioxide into high-value products has become a widely scrutinized emerging mitigation strategy. Metalation of bpy-containing MOF-253 led to the synthesis of MOF-253-0.5Ag, which acts as an efficient catalyst for the carbonylative cyclization of CO with alkyne molecules (such as propynyl alcohols and propynyl amines) at room temperature and ambient CO pressure, yielding the corresponding α-alkyl cyclic carbonates and oxazolidinones, thus endowing the catalytic system with bifunctional characteristics.
View Article and Find Full Text PDFBlood-based epigenome-wide association study and prediction of alcohol consumption.
Clin Epigenetics
January 2025
Centre for Genomic and Experimental Medicine, Institute of Genetics and Cancer, University of Edinburgh, Edinburgh, UK.
Alcohol consumption is an important risk factor for multiple diseases. It is typically assessed via self-report, which is open to measurement error through recall bias. Instead, molecular data such as blood-based DNA methylation (DNAm) could be used to derive a more objective measure of alcohol consumption by incorporating information from cytosine-phosphate-guanine (CpG) sites known to be linked to the trait.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!